美国专利原文Word格式文档下载.docx

美国专利原文Word格式文档下载.docx

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andgoodthermal,adhesive,andelectricalproperties.Imidazoles,particularlyalkylatedimidazoles,areepoxycuringcatalystsknowntoprovidehighthermalstabilityepoxieswithexcellentproperties.However,epoxyresinformulationsthatutilizeconventionalalkylatedimidazoleshaveshortpotlivesanddonotprovidesufficientlatencyformanyapplications,suchasadhesiveandelectricalencapsulationapplications.Inaddition,conventionalimidazoleoralkylatedimidazolecuringcatalyststypicallyonlyprovideastandardglasstransitiontemperaturelowerthan150°

C.whenusedtocureconventionalbisphenolAepoxyresins.Thisisinsufficientforapplicationswhereahighglasstransitiontemperatureisdesirable,includingelectricaldeviceapplications,suchaselectricallaminates,flipchippackagingandelectricalencapsulation.

SUMMARY

Thepresentdisclosureisdirectedtophosphazeneblockedazolecompoundsandapplicationthereofinepoxyresins,methodsofproducingsame,andarticlescontainingsame.

Thepresentdisclosureprovidesacomposition.Inanembodiment,acompositionisprovidedandincludesacuringcatalyst,anepoxyresin,andanepoxyhardener.Thecuringcatalystincludesaphosphazeneblockedazolecompound（PBAC）.Inafurtherembodiment,thePBACishexa（imidazolyl）cyclotriphosphazene.

Thepresentdisclosureprovidesanothercomposition.Inanembodimentacompositionisprovidedandincludesanepoxyresincuredwithacuringcatalystcomprisingaphosphazeneblockedazolecompound,andoptionallyanepoxyhardener.Inotherwords,thecompositionisthereactionproductofanepoxyresin,aPBAC,andoptionallyanepoxyhardener.Inafurtherembodiment,thePBACishexa（imidazolyl）cyclotriphosphazene.

Thepresentdisclosureprovidesamethod.Inanembodiment,amethodformakingacuredepoxyresinisprovidedandincludesmixingacuringcatalystcomprisingaphosphazeneblockedazolecompoundwithanepoxyresinandoptionallyanepoxyhardener.Themethodalsoincludesexposingthemixturetoatemperatureabovethecuringonsettemperature,wherebytheepoxyhardenerreactswiththeepoxyresininthepresenceofthecuringcatalysttoprovideacuredepoxyresin.

Thepresentdisclosureprovidesanarticle.Inanembodiment,anarticleisprovidedandincludesanepoxyresinandaphosphazeneblockedazolecompoundand/orthereactionproductofanepoxyresin,aphosphazeneblockedazolecompound,andoptionallyanepoxyhardener.Thearticlemaybeapre-preg,alaminate,anelectricallaminate,andcombinationsthereof.

Theepoxycompositionsofthepresentdisclosureexhibitimprovedlatency,and/orhigherglasstransitiontemperature,and/orafastercureratecomparedthanconventionalepoxyresinsandepoxyresinscuredwithimidazole-basedcuringcatalystsinparticular.

DETAILEDDESCRIPTION

Thepresentdisclosurerelatestotheuseofphosphazeneblockedazolecompounds（PBAC）ascuringcatalystsforepoxyresins.Inanembodiment,acompositionisprovided.Thecompositionincludesacuringcatalyst,anepoxyresin,andanepoxyhardener.Thecuringcatalystincludesaphosphazeneblockedazolecompound.

CuringCatalysts

Thecuringcatalystofthepresentcompositionincludesaphosphazeneblockedazolecompound.TheazolemoietyofthePBAC,canbesubstitutedorunsubstituted,andfacilitatestheformationofaninfusiblereactionproductbetweentheepoxyhardenerandtheepoxyresininafinalarticleofmanufacture,suchasastructuralcompositeorlaminate.Byaninfusiblereactionproduct,itismeantthattheepoxyresinhasessentiallycompletelycured,whichcanbeconsideredtobethepointduringthecuringprocessbeyondwhichthereisnochangebetweentwoconsecutiveTgmeasurements（ΔTg）.

Theterm“phosphazene,”asusedherein,isachainmolecule,aringmoleculeorabridgedmoleculethatcontainsalternatingphosphorusandnitrogenatomswithtwosubstituentsoneachphosphorusatomandrepresentedbythestructure（I）below.

Thesubstituent（—R）maybethesameordifferentandmaybeahydrocarbylgroup,asubstitutedhydrocarbylgroup,aheteroatom,andcombinationsthereof.Thetermn′hasavalueof2to15,000.

Acyclicphosphazeneisrepresentedbythestructure（II）below.

1Rand2Rofstructure（II）maybethesameordifferentandmaybeanysubstituentrepresentedbyRforstructure（I）.Thetermmisavaluefrom3toabout15.Anonlimitingexampleofasuitablecyclicphosphazeneiscyclotriphosphazenerepresentedbystructure（III）below.

The—Rsubstituentofstructure（III）maybeanyRsubstituentasinstructure（I）above.

Abridgedphosphazenehasthestructure（IV）below.

R3isabi-functionalamineoradiol.The—Rsubstituentsofstructure（IV）maybethesameordifferentandmaybeanyRsubstituentasinstructure（I）.Thetermn′hasavalueof2to15,000.

Anyoftheforegoingphosphazenecompoundsofstructure（I）-（IV）maybeaphosphazeneblockedazolecompound（PBAC）.An“azole,”“azolecompound,”or“azolegroup”asusedherein,isafive-memberedheterocyclicringstructurecontainingatleastonecarbonatomandatleastonenitrogenatom.Theazolemayormaynotbearomaticandmayormaynotbesubstituted.Theazolemayincludemorethanoneheteroatomand/ormorethanonenitrogenatom.Nonlimitingexamplesofsuitableazolecompoundsincludeimidazole,pyrazole,andtriazole,anyofwhichmayormaynotbesubstituted.

A“phosphazeneblockedazolecompound”isaphosphazenecompoundwhereineachsubstituentisanazolegroup.Nonlimitingexamplesofaphosphazeneblockedazolecompoundincludethephosphazeneofstructure（I）,（II）,（III）and/or（IV）whereineach—Rsubstituentisanazolegroup.

Acyclophosphazeneblockedazolecompoundcanbeobtainedthroughthereactionbetweencyclochlorophosphazeneandsubstituted/unsubstitutedimidazoles,triazolesorpyrazoleswithtertiaryamineasacidscavenger.Linearphosphazeneblockedazolecompoundcanbeobtainedthroughthereactionbetweenlinearchlorophosphazeneandsubstituted/unsubstitutedimidazoles,triazolesorpyrazoleswithtertiaryamineasacidscavenger.SuchreactionsaredescribedinCarriedo,GabinoA,“Phosphazenes”OrganophosphorusChemistry（2009）,38332-386.

Abridgedcyclotriphosphazeneblockedazolecompoundcanbeobtainedthroughtwostepreactions:

firstly,cyclochlorotriphosphazenereactswithdiamineordioltopreparebridgedcyclochlorophosphazene;

thenthebridgedcyclochlorophosphazenecanreactwithsubstituted/unsubstitutedimidazoles,triazolesorpyrazolestopreparebridgedcyclotriphosphazene-blockedsubstitutedimidazoles,triazolesorpyrazoles.SuchreactionsaredescribedinBrandt,Krystyna,“Synthesisandpropertiesofthenewreactiveoligomerscontainingcyclophosphazenemoieties”,ChemiaStosowana（1986）,30

（2）,255-71.

Inanembodiment,thephosphazeneblockedazolecompoundisrepresentedbystructure（V-1）and/orthestructure（V-2）below.

Asshowninstructure（V-1）,eachphosphazenesubstituentisanimidazolegroup.Structure（V-1）representshexa（imidazolyl）cyclotriphosphazene.Asshowninstructure（V-2）,eachsubstituentmaybeasubstitutedimidazolegroupwhereinthesubstituent—Rofstructure（V-2）isthesameordifferentandisselectedfromhydrogen,aC1-C5hydrocarbylgroup,aC3-C5hydroxyalkylgroup,aC3-C4alkenylgroup,acyclohexylgroup,aC6-C10arylgroup,aC7-C8aralkylgroup,acyclicstructure,andcombinationsthereof.

Inanembodiment,thephosphazeneblockedazolecompoundisrepresentedbythestructure（VI）below.

Asshowninstructure（VI）,eachphosphazenesubstituentisasubstitutedpyrazolegroup.Thesubstituent—Rofstructure（VI）isthesameordifferentandisselectedfromhydrogen,aC1-C5hydrocarbylgroup,aC3-C5hydroxyalkylgroup,aC3-C4alkenylgroup,acyclohexylgroup,aC6-C10arylgroup,aC7-C8aralkylgroup,acyclicstructure,andcombinationsthereof.

Inanembodiment,thephosphazeneblockedazolecompoundisrepresentedbythestructure（VII-1）and/orthestructure（VII-2）below.

Asshowninstructure（VII-1）andstructure（VII-2）,eachphosphazenesubstituentisasubstitutedtriazolegroup.Thesubstituent—Rofstructure（VII-1）and/orstructure（VII-2）isthesameordifferentandisselectedfromhydrogen,aC1-C5hydrocarbylgroup,aC3-C5hydroxyalkylgroup,aC3-C4alkenylgroup,acyclohexylgroup,aC6-C10arylgroup,aC7-C8aralkylgroup,acyclicstructure,andcombinationsthereof.

Inanembodiment,thephosphazeneblockedazolecompoundisrepresentedbythestructure（VIII）below.

Thesubstituent—Rofstructure（VIII）isthesameordifferentandisselectedfromhydrogen,aC1-C5hydrocarbylgroup,aC3-C5hydroxyalkylgroup,aC3-C4alkenylgroup,acyclohexylgroup,aC6-C10arylgroup,aC7-C8aralkylgroup,acyclicstructure,andcombinationsthereof.

Inanembodiment,thephosphazeneblockedazolecompoundisrepresentedbythestructure（IX）below.

Structure（IX）isabridgedcyclophosphazenecompound.R3isabi-functionalamineoradiol.Thesubstituent—Rofstructure（IX）isthesameordifferentandisselectedfromhydrogen,aC1-C5hydrocarbylgroup,aC3-C5hydroxyalkylgroup,aC3-C4alkenylgroup,acyclohexylgroup,aC6-C10arylgroup,aC7-C8aralkylgroup,acyclicstructure,andcombinationsthereof.

Thecuringcatalystinthepresentcompositionactsasaneffectivecuringcatalystandprovidessubstantiallatencytothecomposition.Inadditionthecuringcatalystprovidesforfastcureattemperatures